An example system for mapping payout information can include: a processor; and system memory including instruction which, when executed by the processor, cause the system to: generate a story selection module programmed to present a user with at least one story scenario, with the story scenario including a story having a story outline with a plurality of story conditions, and each of the story conditions includes a plurality of selectable story options; and generate an insurance payout module programmed to present the user with an estimated insurance payout based upon the selectable story options and information associated with an insurance plan available for selection by the user.